Sorbic acid ester containing coatings composition

Patent metadata

Field	Value
Publication number	US-9828510-B2
Application number	US-201615071265-A
Country	US
Kind code	B2
Filing date	Mar 16, 2016
Priority date	Mar 17, 2015
Publication date	Nov 28, 2017
Grant date	Nov 28, 2017

Abstract

The present invention is a composition comprising a solution or a dispersion of polymer particles, a sorbate ester or sorbamide curing agent, and a cure modulating additive for the curing agent. The curing agent is a sorbic acid ester or a sorbamide and the cure modulating agent is a reagent capable of accelerating or attenuating the rate of cure of the curing agent. The control of cure kinetics is important for speeding up cure rates where rates are too slow or by reducing cure rates where curing too rapidly results in undesirable color formation.

First claim

The invention claimed is:

1. A composition comprising: a1) a polymer and a solvent for the polymer or a2) an aqueous dispersion of polymer particles; b) from 0.5 to 35 weight percent of a sorbic acid ester or sorbamide curing agent; and c) a cure modulating additive which is a compound functionalized with i) an S═O group; ii) a carbonyl group, iii) an amine group, iv) a hydroxyl group; v) a carboxylic acid group; vi) a sulfonic acid or sulfonate group; vii) a phosphoryl group; viii) a phosphonic acid or phosphonate group; or ix) an amide, urea, or urethane group; with the proviso that when the sorbic acid ester or the sorbamide is functionalized with a primary or secondary amine group or a hydroxyl group 5 to 7 bonds removed from the oxygen atom of the sorbic acid ester or sorbamide carbonyl group, the cure modulating additive is functionalized with i) an amine group; ii) a hydroxyl group; iii) a carboxylic acid group; iv) a sulfonic acid group; or v) a phosphorus acid group.

2. The composition of claim 1 wherein the curing agent is a sorbic acid ester or sorbamide functionalized with a primary or secondary amine group or a hydroxyl group 5 to 7 bonds removed from the oxygen atom of the sorbic acid ester or sorbamide carbonyl.

3. The composition of claim 2 wherein the cure modulating additive is a compound functionalized with an S═O group, a hydroxyl group, or an amine group; and wherein the mole equivalents of S═O, hydroxyl, or amine groups of the cure modulating additive to the curing agent is from 0.25 to 4.

4. The composition of claim 3 wherein the curing agent is selected from the group consisting of:

wherein the cure modulating additive is dimethyl sulfoxide; 2-ethyl-1-hexanol; diethylene glycol butyl ether; or dipropylene glycol methyl ether; or 2-nonanol; and wherein the mole equivalents of the cure modulating additive to the curing agent is from 0.5 to 2.

5. The composition of claim 1 wherein the curing agent is a sorbic acid ester or sorbamide not functionalized with a primary or secondary amine group or a hydroxyl group that is from 5 to 7 bonds removed from the oxygen atom of the sorbic acid ester or sorbamide carbonyl group, wherein the cure modulating additive is a primary or secondary alcohol or a sulfoxide; wherein the mole equivalents of sulfoxide or hydroxyl groups of the cure modulating additive to the curing agent is from 0.25 to 4.

6. The composition of claim 5 wherein the curing agent is selected from the group consisting of:

wherein the cure modulating additive is dimethyl sulfoxide; 2-ethyl-1-hexanol; diethylene glycol butyl ether; dipropylene glycol methyl ether; 3-hydroxy-2,2,4-trimethylpentyl 2-methylpropanoate; or 2-nonanol; and wherein the mole equivalents of the cure modulating additive to the curing agent is from 0.5 to 2.

7. The composition of claim 1 wherein the curing agent is a sorbic acid ester, and wherein the composition further comprises at least one component selected from the group consisting of a pigment, a defoamer, a surfactant, a dispersant, a rheology modifier, and a neutralizing agent.

8. The composition of claim 1 wherein the curing agent is a sorbic acid ester, and wherein the composition further comprises a pigment, a defoamer, a surfactant, a dispersant, a rheology modifier, and a neutralizing agent.

9. A composition comprising: a) an aqueous dispersion of polymer particles; b) from 1 to 20 weight percent of a sorbic acid ester or sorbamide curing agent; and c) a cure modulating additive which is a compound functionalized with i) an S═O group; ii) a carbonyl group, iii) an amine group, iv) a hydroxyl group; v) a carboxylic acid group; vi) a sulfonic acid or sulfonate group; vii) a phosphoryl group; viii) a phosphonic acid or phosphonate group; or ix) an amide, urea, or urethane group; with the proviso that when the sorbic acid ester or the sorbamide is functionalized with a primary or secondary amine group or a hydroxyl group 5 to 7 bonds removed from the oxygen atom of the sorbic acid ester or sorbamide carbonyl group, the cure modulating additive is functionalized with i) an amine group; ii) a hydroxyl group; iii) a carboxylic acid group; iv) a sulfonic acid group; or v) a phosphorus acid group; wherein aqueous dispersion of polymer particles has a solids content in the range of from 30 to 60 weight percent; and wherein the curing agent is a liquid at 25° C. and is imbibed into the polymer particles.

Assignees

• Dow Global Technologies Llc
• Rohm & Haas

Inventors

• Arturo Steven
• Arumugam Selvanathan
• Ell John
• Even Ralph C
• Rowe Brandon
• Sparks Justin
• Yu Decai

Classifications

• C09D7/1233 Primary

  Chemistry & Metallurgy · mapped topic

• C08K5/20

  Carboxylic acid amides · CPC title

• C08K5/41

  Compounds containing sulfur bound to oxygen · CPC title

• C08K5/103

  with polyalcohols · CPC title

• C09D5/00

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title